Tricyclic heteroaromatic systems. 1,2,4-triazolo[4,3-a]quinoxalines and 1,2,4-Triazino[4,3-a]quinoxalines: synthesis and central benzodiazepine receptor activity.
Some 1,2,4-triazolo[4,3-a]quinoxalines 1-10, and 1,2,4-triazino[4,3-a]quinoxalines 11-12 were prepared and biologically evaluated for their binding at the benzodiazepine receptor (BZR) in rat cortical membranes. The BZR affinity of 1-10 demonstrates that the presence of a proton acceptor at position-1 is important for the potency of a BZR ligand. On the other hand, the BZR inactivity of the 1,2,5-trione derivatives 11-12 shows that the right collocation of the essential L2 lipophilic substituent is of paramount importance for receptor-ligand interaction.
Colotta
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V
Dipartimento di Scienze Farmaceutiche, Università di Firenze, Italy.
Catarzi
D
D
Varano
F
F
Cecchi
L
L
Filacchioni
G
G
Galli
A
A
Costagli
C
C
D000818:Animals; D002540:Cerebral Cortex / Q000378:metabolism*; D008297:Male; D011810:Quinoxalines / Q000138:chemical synthesis / Q000378:metabolism*; D051381:Rats; D017207:Rats, Sprague-Dawley; D011963:Receptors, GABA-A / Q000378:metabolism*; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis / Q000378:metabolism*
D011810:Quinoxalines; D011963:Receptors, GABA-A; D014230:Triazoles